A city street lined with autumn-colored trees and historic buildings, leading towards a large domed capitol building.

Madison Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Madison vacation rentals

A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

1. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (188 reviews)
"The Dylan was a great location for us and we were very pleased with the garage parking, new modern finishes and the communication of the host. The unit had everything we needed for a super comfortable stay including a full kitchen and washer/dryer. No wasted space. Good arrangement in this two bedroom unit for 2 couples. Would stay here again and recommend."
United States
Debbie
The price is ￥19,512
￥22,536 total
includes taxes & fees
Oct 4 - Oct 5
The Dylin
An outdoor seating area with wicker furniture and a central fire feature.

2. Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and convenient! Everything went smooth."
United States
Thomas C.
The price is ￥31,474
￥41,624 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
A hotel room with a bed, a desk, a lamp, a framed picture, a kitchen area with cabinets and a microwave, and a carpeted floor.

3. Accessible 1BR Suite | Free Daily Breakfast & Pool

Accessible 1BR Suite | Free Daily Breakfast & Pool
Madison
The price is ￥31,317
￥39,807 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1BR Suite | Free Daily Breakfast & Pool
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

4. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is ￥23,566
￥30,678 total
includes taxes & fees
Oct 11 - Oct 12
Pool with Slide. Great for Business Travelers!
A wooden dock leading to a house with a balcony, surrounded by trees and a body of water.

5. Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (56 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is ￥37,561
￥77,818 total
includes taxes & fees
Oct 12 - Oct 13
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

6. King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
The price is ￥28,311
￥36,778 total
includes taxes & fees
Oct 13 - Oct 14
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

7. Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"Great place!"
United States
Robert F.
The price is ￥60,115
￥88,882 total
includes taxes & fees
Oct 11 - Oct 12
Doty ★ Walk to Everything -Hotel Quality- Downtown
A spacious living room with a fireplace, comfortable seating, and a television mounted above it.

8. Premium 3BR | Quick to Downtown

Premium 3BR | Quick to Downtown
Fitchburg
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is ￥53,367
￥129,518 total
includes taxes & fees
Oct 5 - Oct 6
Premium 3BR | Quick to Downtown
A hotel room with a bed, a desk, a lamp, a framed picture, a kitchen area with cabinets and a microwave, and a carpeted floor.

9. Free Breakfast Pool & Hot Tub. Near East Towne Mall!

Free Breakfast Pool & Hot Tub. Near East Towne Mall!
Madison
10.0 out of 10, Exceptional, (1 review)
"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."
United States
Joy E.
The price is ￥52,562
￥69,696 total
includes taxes & fees
Oct 7 - Oct 8
Free Breakfast Pool & Hot Tub. Near East Towne Mall!
A hotel room with a bed, a desk, a lamp, a framed picture, a kitchen area with cabinets and a microwave, and a carpeted floor.

10. Free Breakfast. Pool & Hot Tub. Near East Towne Mall!

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
The price is ￥52,562
￥69,696 total
includes taxes & fees
Oct 5 - Oct 6
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
A covered outdoor area with a wooden deck, a sofa, a table, and chairs.

11. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (54 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is ￥12,605
￥19,940 total
includes taxes & fees
Oct 12 - Oct 13
A Room with a View
An outdoor patio with a brick grill and seating area.

12. King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (6 reviews)
"Great place for a stay."
United States
Andy D.
The price is ￥21,352
￥28,098 total
includes taxes & fees
Oct 11 - Oct 12
King Suite | Free Breakfast. Pool and Hot Tub
A modern kitchen with a microwave, stove, and bar stools. There is a green sofa and a small table with a remote control.

13. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
The price is ￥12,747
￥41,827 total
includes taxes & fees
Oct 5 - Oct 6
Studio Apartment at Cannery Square
A modern kitchen with a dishwasher, a dining area with a table and chairs, a living room with a sofa and a TV, and a ceiling fan.

14. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (30 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is ￥19,986
￥55,769 total
includes taxes & fees
Oct 6 - Oct 7
2 Bed, 2 Bath Apartment at Cannery Square
A spacious living area with a wooden floor, a round mirror on the wall, and a dark-colored sofa.

15. Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Middleton
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful place, great stay."
United States
Thomas D.
The price is ￥24,219
￥45,022 total
includes taxes & fees
Oct 25 - Oct 26
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
A lobby with a wall displaying vintage advertisements, a sofa, a potted plant, and a window with blinds.

16. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (55 reviews)
"This was our third or fourth year staying there while visiting family for the holidays. Comfy beds, great location!"
United States
Sara M.
The price is ￥19,986
￥55,415 total
includes taxes & fees
Oct 19 - Oct 20
2 Bed, 2 Bath Apartment at Cannery Square
A bedroom with a vanity, a large mirror, a bed, and a nightstand with a lamp.

17. The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
9.8 out of 10, Exceptional, (31 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is ￥20,458
￥39,654 total
includes taxes & fees
Oct 4 - Oct 5
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

18. Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
9.8 out of 10, Exceptional, (19 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is ￥24,550
￥73,947 total
includes taxes & fees
Oct 28 - Oct 29
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
A chalkboard sign with a welcome message and room instructions.

19. Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie
10.0 out of 10, Exceptional, (23 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
The price is ￥55,080
￥94,010 total
includes taxes & fees
Oct 4 - Oct 5
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
A modern kitchen with a refrigerator, microwave, and bar stools.

20. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (41 reviews)
"The host was very responsive and very kind and considerate to our reason for traveling. The property was beautiful and clean inside and out, we really enjoyed our stay."
United States
Sha'Vonne G.
The price is ￥30,372
￥63,736 total
includes taxes & fees
Oct 5 - Oct 6
2 Bedroom Apartment Downtown Sun Prairie!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Madison Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Great location"
Joel 2-night trip
Posted 1 hour ago
The Madison Concourse Hotel and Governor's Club

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

  • View our selection of featured holiday rentals in Madison
  • Use the map to find apartments and other holiday homes in the Madison neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Madison while they last

Look no further and take a look at our great range of rental properties in Madison!

Frequently asked questions

Can I find vacation rentals in Madison?

Yes, we have vacation rentals in Madison close to Overture Center for the Arts, or you can select a more secluded option if you're looking for extra privacy while you relax. Visitors like the college campus and scenic lakeside in Madison. The array of shops and entertainment choices are some other things you might want to check out while you're here.

What are some of the best vacation home rentals that Madison has to offer?

Doty ★ Walk to Everything -Hotel Quality- Downtown: This highly rated vacation home rental in Madison is located in the city center and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other top choices in Madison are Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown! and Private Pool - Hot Tub - Sauna - Game Room - Pets.

How many vacation rentals are there in Madison?

Expedia has 102 vacation rentals for your stay in Madison.

What’s there to see and do in Madison?

Madison Children's Museum and Henry Vilas Zoo are a couple of family-friendly sights, whereas cultural attractions include Orpheum Theater and Overture Center for the Arts. While here, State Street Shopping and Wisconsin State Capitol are other places worth a visit.

What’s a vacation rental in Madison like?

A vacation rental is a private property you can stay in for short or long periods in Madison. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for small groups.